Acetic Acid → 2,6-Naphthalenedicarboxylic acid

HRID 35032

反応式

HRID 35032 の反応式
[C:1]([C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=C(C)[CH:10]=2)[CH:5]=1)(=[O:3])C.[OH2:15].[C:16]([OH:19])(=[O:18])[CH3:17]>C([O-])(=O)C.[Mn+2].C([O-])(=O)C.C([O-])(=O)C.[Co+2].C([O-])(=O)C.[Br-].[Na+]>[CH:5]1[C:6]2[C:11](=[CH:10][C:17]([C:16]([OH:19])=[O:18])=[CH:8][CH:7]=2)[CH:12]=[CH:13][C:4]=1[C:1]([OH:3])=[O:15]

参加物

7

反応物 3

HCID 176Acetic Acid2 回HCID 962WaterHCID 5980856'-Methyl-2'-acetonaphthone

生成物 1

HCID 143572,6-Naphthalenedicarboxylic acid収率 31.9%

試薬・触媒・溶媒 3

HCID 6277Cobalt diacetate触媒HCID 12525Manganous Acetate触媒HCID 253881Sodium Bromide触媒

実験手順

The first oxidation described in Example 1 was repeated using a starting mixture of 50 g of 2-acetyl-6-methylnaphthalene, 300 g of acetic acid, 100 g of water and 7.5 g of manganese(II) acetate. 39.2 g of oxidation product was isolated from the reaction mixture by filtration. 20 g of this product was then oxidized in the second oxidation step described in Example 1, in a solution of 2 g of cobalt(II) acetate and 0.5 g of sodium bromide in 500 g of acetic acid, at 180° C. and a gas escape rate of 2 liters per minute. 18.7 g of 2,6-naphthalene dicarboxylic acid was then obtained from the reaction mixture, in a purity of 97.7%.

後処理

  1. custom39.2 g of oxidation product was isolated from the reaction mixture by filtration

出典と根拠

ORDレコード
ord-fe87b498ec7146d1ab7e7bf55d381a3e
出典データセット
uspto-grants-1988_08
特許番号
US04764638

関連ノート

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